Washingtonville Holiday Rentals

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Our top choices for Washingtonville holiday rentals

9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is AU$547
includes taxes & fees
21 Jan - 22 Jan
Local Artist Inspired | Walk to WestPoint + King Bed
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is AU$578
includes taxes & fees
21 Jan - 22 Jan
Sleek Escape: Modern 3 BR- 4 Min from West Point !
9.8 out of 10, Exceptional, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is AU$388
includes taxes & fees
26 Jan - 27 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.6 out of 10, Exceptional, (24 reviews)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is AU$244
includes taxes & fees
22 Jan - 23 Jan
Dream getaway apartment in the foot of Gunks Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AU$487
includes taxes & fees
22 Jan - 23 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!
9.4 out of 10, Exceptional, (8 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is AU$233
includes taxes & fees
2 Feb - 3 Feb
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.8 out of 10, Exceptional, (42 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AU$350
includes taxes & fees
22 Jan - 23 Jan
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
10.0 out of 10, Exceptional, (42 reviews)
"This loft is great! Well appointed with everything you need. "
United States
Jean L.
The price is AU$371
includes taxes & fees
22 Jan - 23 Jan
Luxe Loft on Main St.ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$284
includes taxes & fees
18 Feb - 19 Feb
Cozy 1-bedroom retreat minutes from West Point!

Holiday Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AU$445
includes taxes & fees
21 Jan - 22 Jan
Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is AU$362
includes taxes & fees
22 Jan - 23 Jan
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (7 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is AU$326
includes taxes & fees
21 Jan - 22 Jan
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
8.0 out of 10, Very good, (6 reviews)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is AU$649
includes taxes & fees
22 Jan - 23 Jan
3BR West Point Retreat-3min to Back Gate+ King Bed
10.0 out of 10, Exceptional, (1 review)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is AU$557
includes taxes & fees
21 Jan - 22 Jan
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is AU$385
includes taxes & fees
21 Jan - 22 Jan
Walk to WP Gate + Free Parking!

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is AU$626
includes taxes & fees
22 Jan - 23 Jan
Contemporary Cozy Cottage

Holiday Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AU$435
includes taxes & fees
21 Jan - 22 Jan
Fabulous 3bdrm Home w/parking!
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is AU$397
includes taxes & fees
22 Jan - 23 Jan
Villa Verde B&B, Greenwood Lake NY, 1
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is AU$386
includes taxes & fees
21 Jan - 22 Jan
Cozy private suite in the heart of beautiful Gardiner.
2.0 star property
The price is AU$322
includes taxes & fees
21 Jan - 22 Jan
Hidden Lakefront Gem on a Gated Countryside Escape
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Washingtonville Hotel Reviews

Find out more about Washingtonville

Everything you need to know about Washingtonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Washingtonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Washingtonville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Washingtonville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Washingtonville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Washingtonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Washingtonville holiday rentals we have selected for you start as low as AU$233 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Washingtonville rentals

At Expedia, we put the best Washingtonville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Washingtonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Washingtonville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Washingtonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Washingtonville?

Yes, there are holiday rentals close to the most popular sights in Washingtonville, or you can select a more secluded option if you're looking for a relaxing stay. Washingtonville is known for its wineries.

What are some of the best holiday rentals that Washingtonville has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Washingtonville offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Washingtonville?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Washingtonville stay.

What can I see and do in Washingtonville?

Explore the area and family-friendly sights such as Ice Time Sports Complex, or get out into nature at a spot like Storm King Art Center. In the wider area, you’ll find Brotherhood Winery and New York Military Academy.

What are holiday rentals like in Washingtonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Washingtonville. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.